diff --git a/kobo/settings/base.py b/kobo/settings/base.py
index af112352d2..c160849b3c 100644
--- a/kobo/settings/base.py
+++ b/kobo/settings/base.py
@@ -18,6 +18,7 @@
 
 from kpi.constants import PERM_DELETE_ASSET, PERM_MANAGE_ASSET
 from ..static_lists import EXTRA_LANG_INFO, SECTOR_CHOICE_DEFAULTS
+from .utils import constance_env, dj_stripe_request_callback_method
 
 env = environ.Env()
 
@@ -225,21 +226,39 @@
         'in the user interface',
     ),
     'SUPPORT_EMAIL': (
-        env.str('KOBO_SUPPORT_EMAIL', env.str('DEFAULT_FROM_EMAIL', 'help@kobotoolbox.org')),
+        constance_env(
+            env.str,
+            'CONSTANCE_SUPPORT_EMAIL',
+            'KOBO_SUPPORT_EMAIL',
+            env.str('DEFAULT_FROM_EMAIL', 'help@kobotoolbox.org'),
+        ),
         'Email address for users to contact, e.g. when they encounter '
         'unhandled errors in the application',
     ),
     'SUPPORT_URL': (
-        env.str('KOBO_SUPPORT_URL', 'https://support.kobotoolbox.org/'),
+        constance_env(
+            env.str,
+            'CONSTANCE_SUPPORT_URL',
+            'KOBO_SUPPORT_URL',
+            'https://support.kobotoolbox.org/',
+        ),
         'URL for "KoboToolbox Help Center"',
     ),
     'ACADEMY_URL': (
-        env.str('KOBO_ACADEMY_URL', 'https://academy.kobotoolbox.org/'),
+        constance_env(
+            env.str,
+            'CONSTANCE_ACADEMY_URL',
+            'KOBO_ACADEMY_URL',
+            'https://academy.kobotoolbox.org/',
+        ),
         'URL for "KoboToolbox Community Forum"',
     ),
     'COMMUNITY_URL': (
-        env.str(
-            'KOBO_COMMUNITY_URL', 'https://community.kobotoolbox.org/'
+        constance_env(
+            env.str,
+            'CONSTANCE_COMMUNITY_URL',
+            'KOBO_COMMUNITY_URL',
+            'https://community.kobotoolbox.org/',
         ),
         'URL for "KoboToolbox Community Forum"',
     ),
@@ -328,7 +347,12 @@
         'Require MFA for superusers with a usable password',
     ),
     'USAGE_LIMIT_ENFORCEMENT': (
-        env.bool('USAGE_LIMIT_ENFORCEMENT', False),
+        constance_env(
+            env.bool,
+            'CONSTANCE_USAGE_LIMIT_ENFORCEMENT',
+            'USAGE_LIMIT_ENFORCEMENT',
+            False,
+        ),
         'For Stripe-enabled instances, determines whether usage limits will be enforced'
         'by blocking submissions/NLP actions or deleting stored files.',
     ),
@@ -345,10 +369,6 @@
             ' the operations API. '
         )
     ),
-    # We are adopting the `CONSTANCE_` prefix as the new standard for all env
-    # variables that override Constance defaults. Legacy variables (e.g., KOBO_*)
-    # will be deprecated and migrated to this new pattern after the upcoming
-    # migration to Constance 4.x
     'ASR_MT_GOOGLE_PROJECT_ID': (
         env.str('CONSTANCE_ASR_MT_GOOGLE_PROJECT_ID', 'kobo-asr-mt'),
         'ID of the Google Cloud project used to access ASR/MT APIs',
@@ -1255,16 +1275,6 @@ def __init__(self, *args, **kwargs):
 STRIPE_ENABLED = env.bool('STRIPE_ENABLED', False)
 
 
-def dj_stripe_request_callback_method():
-    # This method exists because dj-stripe's documentation doesn't reflect reality.
-    # It claims that DJSTRIPE_SUBSCRIBER_MODEL no longer needs a request callback but
-    # this error occurs without it: `DJSTRIPE_SUBSCRIBER_MODEL_REQUEST_CALLBACK must
-    # be implemented if a DJSTRIPE_SUBSCRIBER_MODEL is defined`
-    # It doesn't need to do anything other than exist
-    # https://github.com/dj-stripe/dj-stripe/issues/1900
-    pass
-
-
 BULK_ACTION_RATE_LIMITS = {
     'automatic_google_transcription': {
         'max_jobs_per_minute': 120,
diff --git a/kobo/settings/utils.py b/kobo/settings/utils.py
new file mode 100644
index 0000000000..7d04d4bef7
--- /dev/null
+++ b/kobo/settings/utils.py
@@ -0,0 +1,35 @@
+import os
+import warnings
+from typing import Any, Callable
+
+
+def constance_env(
+    getter: Callable,
+    new_key: str,
+    deprecated_key: str,
+    default: Any,
+) -> Any:
+    """
+    Read a Constance override from the `CONSTANCE_`-prefixed environment
+    variable, falling back to its deprecated (unprefixed / `KOBO_`) name.
+
+    Emit a `DeprecationWarning` when the deprecated name is still set so
+    deployments know to migrate to the `CONSTANCE_` prefix.
+    """
+    if deprecated_key in os.environ:
+        warnings.warn(
+            f'{deprecated_key} is renamed {new_key}, '
+            f'update the environment variable.',
+            DeprecationWarning,
+        )
+    return getter(new_key, getter(deprecated_key, default))
+
+
+def dj_stripe_request_callback_method():
+    # This method exists because dj-stripe's documentation doesn't reflect reality.
+    # It claims that DJSTRIPE_SUBSCRIBER_MODEL no longer needs a request callback but
+    # this error occurs without it: `DJSTRIPE_SUBSCRIBER_MODEL_REQUEST_CALLBACK must
+    # be implemented if a DJSTRIPE_SUBSCRIBER_MODEL is defined`
+    # It doesn't need to do anything other than exist
+    # https://github.com/dj-stripe/dj-stripe/issues/1900
+    pass
diff --git a/pyproject.toml b/pyproject.toml
index 5bb6812954..86199b39e7 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -57,11 +57,11 @@ testpaths = [
     'kpi',
     'hub',
 ]
-# Add USAGE_LIMIT_ENFORCEMENT here because setting it in
+# Add CONSTANCE_USAGE_LIMIT_ENFORCEMENT here because setting it in
 # test module doesn't get registered by constance
 env = [
     'DJANGO_SETTINGS_MODULE=kobo.settings.testing',
-    'USAGE_LIMIT_ENFORCEMENT=True',
+    'CONSTANCE_USAGE_LIMIT_ENFORCEMENT=True',
 ]
 addopts = [
     '-m not performance',